Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 22763132 | HCID 22763132 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 83853109 | HCID 83853109 | 88% |
Reaction Steps
A solution of borane-dimethyl sulfide complex in THF (2 M, 3.75 mL) was added to 6′ chloro-spiro[cyclopentane-1,3′-[3H]indol]-2′(1′H)-one under nitrogen and the resulting solution stirred at 20° C. for 0.2 h then at reflux for 1 h. The mixture was cooled then MeOH (3 mL) was added slowly (caution,) and reflux resumed for 1 h. Excess solvent was evaporated in vacuo and chromatography of the residue (SiO2; gradient elution with 0-40% Et2O in petrol) gave the title compound (0.335 g, 88%). MS: [M+H]+=208.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09018214B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-5588bf51665342b5857fa58ba9fd0d3c |
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| Source note | uspto-grants-2015_04 |
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